Walden starts to feel his age when a friend's daughter comes to town. Actress MILEY CYRUS guest stars as Missi, the friend who comes to visit for a week and develops a relationship with Jake when he comes home from the Army.

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Season 10 Episode 4

Walden starts to feel his age when a friend's daughter comes to town. Actress MILEY CYRUS guest stars as Missi, the friend who comes to visit for a week and develops a relationship with Jake when he comes home from the Army.

Alan and Walden have a meeting with an adoption social worker (guest star MAGGIE LAWSON) that hinges on them being convincing as a loving couple. Scrambling to make the beach house presentable, their plans are put in jeopardy when Lyndsey (recurring guest star COURTNEY-THORNE-SMITH) returns after 60 days in rehab.

Alan and Walden befriend three moms at a kids’ gym, but things get complicated when Walden becomes attracted to one of them. Meanwhile, Alan’s invited along for a wild girls’ night out with a group of moms.

On the eleventh season premiere, Alan and Berta (series star CONCHATA FERRELL) are shocked when Charlie's long-lost illegitimate daughter (Tamblyn) shows up at Walden's beach house to connect with what's left of her family. Having moved to LA to pursue acting, 25-year-old Jenny likes everything her dad liked...including women.

Alan befriends Lyndsey's boyfriend Larry (guest star D.B. SWEENEY) in an effort to find out what he has that Alan doesn't. Meanwhile, Walden helps Jenny be more proactive in pursuing her acting career.

When Alan learns Walden knows Wonder Woman's LYNDA CARTER (guest starring as Herself), he asks him to set him up on a date with her. Against his better judgment, Walden agrees to invite her to the house for dinner. MIMI ROGERS returns as Walden's mother, Robin.

When Larry hires a private investigator to follow Lyndsey, he tracks her to the beach house. But when Larry thinks that she's having an affair with Walden, Alan has to figure out how to clear Walden's name without outing himself. Recurring guest star MELANIE LYNSKEY returns as the neighborhood stalker Rose, who offers to help Walden out of his dilemma.

Walden helps Jenny get a second date with a one-night stand (guest star ALY MICHALKA) and Alan's transgender girlfriend's ex-wife (guest star DIANE FARR) hits on him. Meanwhile, in the spirit of the holidays, Alan receives a Japanese delicacy from Jake for Christmas, and Walden's Malibu house is alive with questionable Christmas carol lyrics. Paula Marshall returns as Alan's transgender girlfriend, Paula.

After multimillionaire Marty Pepper proposes to Evelyn, Walden and Alan throw him a bachelor party with several of his old friends (comedy legends TIM CONWAY, STEVE LAWRENCE and GARRY MARSHALL guest star) who help him celebrate his last days of bachelorhood.

Walden reconnects with Kate and is sure she's "The One" -- that is, until he meets Vivian (guest star MILA KUNIS -- That '70s Show, Black Swan), a beautiful, free-spirited world traveler who shows up on his doorstep. Feeling an instant connection with Vivian, he soon becomes convinced that she's "The One." Meanwhile, Alan and Gretchen grow closer.

Alan confesses his true identity to Larry and has to face the consequences on the Season Eleven Finale. Guest star Kimberly Williams-Paisley returns as Alan's fiancée Gretchen, alongside her real-life husband BRAD PAISLEY who makes a cameo appearance.

Walden starts to feel his age when a friend's daughter comes to town. Actress MILEY CYRUS guest stars as Missi, the friend who comes to visit for a week and develops a relationship with Jake when he comes home from the Army.

Walden asks Rose to move in, but she feels that it's too early in their relationship. When Zoey tells Walden that she wants to get back together, however, he has to choose between Rose and Zoey...before it's too late.

Tired of the complications of a traditional relationship, Walden hires an actress (guest star LINDSAY PRICE) to play the part of his girlfriend. But when he starts falling for her, he can't tell if she really has feelings for him or is just acting. Meanwhile, Jake and Missi (MILEY CYRUS) surprise Walden and Alan when they plan a weekend rendezvous at the beach house. Too bad, the Army is looking for him as well.

Alan is hesitant to make a serious commitment to Lyndsey (recurring guest star COURTNEY THORNE-SMITH), but gets inspiration from an unlikely source. Meanwhile, Walden enjoys being a boy-toy for a rich older woman.

Alan and Lyndsey's relationship is strained when he won't give her a key to the beach house. Meanwhile, Walden, Billy and Herb (recurring guest star RYAN STILES) commiserate about women and relationships. WILLIE GARSON guest stars as Dr. Steven Staven, Lyndsey's gynecologist who takes her on a date.

Alan moves out after he and Walden get into a fight over a broken toaster. After Alan moves in with Herb, Walden feels bad and tries to apologize. But Herb gets in the way... because he doesn't want to lose his new roommate.

Even though Walden's dating a hot 22-year-old woman (guest star HILARY DUFF), he finds himself more attracted to her worldly grandmother, Linda (guest star MARILU HENNER). Meanwhile, Alan and Jake go on a father-son bonding trip on the tenth season finale.

Trying to rebound from his recent separation, Walden goes looking for Mrs. Right, while Alan has an opportunity to reconcile with his on-again, off-again girlfriend Lyndsey (guest star COURTNEY THORNE-SMITH).

Things get tense in the Malibu house when Walden's estranged ex-business partner, Billy (guest star PATTON OSWALT), shows up looking to bury the hatchet with a money-making idea. Will their combustible relationship get in the way of their success? Meanwhile, a lonely Alan pays a visit to Berta.

Alan and Lyndsey introduce their mothers (HOLLAND TAYLOR and GEORGIA ENGEL) to one another, so that they can have more time together. Meanwhile, Jake and Eldridge enlist Walden to drive them to a high school house party that they never find.

Charlie goes on a spending spree for his old fling, Courtney (guest star JENNY McCARTHY), who shows up after three years in prison for conning him out of money. Guest star CARL REINER returns as Marty, Evelyn's old fling.

Charlie coaches Jake on the art of infidelity while his girlfriend is away for Christmas. Legendary Television Producer/Writer/Actor CARL REINER guest stars as "Marty Pepper," a famous TV producer whom Evelyn invites to Charlie's for Christmas dinner.

Charlie has a return engagement with Chelsea's best friend, while Alan has an unexpected effect on a new female patient. TRICIA HELFER returns as Chelsea's best friend and FRANCES FISHER guest stars as Alan's patient.

After Charlie's license is suspended, Jake becomes Charlie's driver. And much to Charlie's chagrin, Alan makes plans to attend Chelsea's birthday party on the seventh season finale. STACY KEACH and JOHN AMOS return as Chelsea's father and his boyfriend.

The guys bump into Jake's former teacher, Miss Paternak (guest star ALICIA WITT) who became a stripper after a fling with Charlie. Charlie tries to help her out by giving her a room and a job, but things spiral out of control.

One of Charlies old partners in crime dies, leaving Charlie to reevaluate his own reckless lifestyle. Charlie Sheens brother EMILIO ESTEVEZ guest stars as Charlies old friend Andy, along with Oscar® nominee JAMES EARL JONES as himself.

On the sixth season finale, Charlie starts to question his relationship with Chelsea when he hears that Mia (guest star EMMANUELLE VAUGIER) is back in town. Meanwhile, Judith goes into labor and Charlie, Alan and Herb rush her to the hospital.

Tired of dating vapid young women, Charlie allows Alan to introduce him to a sophisticated, intelligent municipal court judge, Linda (recurring guest star MING WEN - "ER," "The Joy Luck Club"). Unfortunately, intimidated Charlie behaves so badly at dinner that Linda refuses to see him again -- until he ends up in her court. Meanwhile, Jake won't stop talking on his cell phone.

While trying to help Jake get over a breakup, Alan discovers that it was Charlie who stole his high school girlfriend. Alan seeks revenge on Charlie by following the same advice Charlie dispenses to Jake.

In the season premiere, Charlie deals with the immediate aftermath of his canceled wedding--and Alan's impulsive new marriage to 22-year-old Kandi (series star APRIL BOWLBY). Still in Las Vegas, Alan and his materialistic bride find out that Alan's lucky streak is not over when he wins $500,000 on one play of a slot machine. Four months later, Alan visits his brother's home to find that Charlie is taking full advantage of having the house all to himself. But Alan has some life-altering news to share: he's getting divorced.

Alan feels guilty when Charlie finally tells him why he broke up with Mia. The truth is that Charlie and Mia didn't get married because she had wanted Alan and Jake to move out. Meanwhile, problems arise when Charlie and his famous rock star neighbor, STEVEN TYLER (himself) of Aerosmith, don't get along.

Charlie attempts to surf in order to impress a beautiful girl--with disastrous results. Later, after nearly drowning, he tells Alan that when Charlie's life was hanging in the balance, the guys' deceased father appeared to him and made a request that Charlie is reluctant to fulfill.

Alan and Kandi become embroiled in an unconventional custody battle. Alan is determined to retain custody of his and Kandi's dog after Kandi walks away from their split with both the condominium and the car. Having also lost everything to Judith following their divorce, Alan decides to hire the best lawyer he knows--Judith's.

Alan is overjoyed that he'll no longer owe Judith alimony when she marries her new fiancé, Herb (recurring guest star RYAN STILES - "The Drew Carey Show"). However, when Judith and Herb's marriage plans are threatened due to Jake's disdain for his soon-to-be stepfather, Alan enlists Charlie's help, and the guys bond with Herb in an effort to improve his relationship with Jake.

Although Charlie doesn't get along with his sharp-tongued, passive- aggressive mother, he is strangely attracted to Lydia (recurring guest star KATHERINE LaNASA - "Justice"), a blonde high-end real estate agent--which is exactly what his mother is. Unfortunately, the similarities don't end there, and the relationship soon begins to seem a little too familiar for comfort.

When Berta swears vengeance on the married man who got her daughter, Naomi (recurring guest star SARA RUE), pregnant, she forces Charlie to come with her. Meanwhile, Naomi helps Berta with the housework. And Alan reveals an unusual fetish.

Unable to sleep, Alan takes Charlie's suggestion and goes for a jog on the beach. After his run takes a disastrous turn, Alan turns to a psychiatrist in the hope that discovering the source of his insomnia will help alleviate it. Meanwhile, Jake pleads with Charlie not to date the hot mother of a classmate whom Jake likes.

During a double date, Charlie becomes annoyed with Alan for constantly borrowing money and promising to pay the tab "next time." When Alan leaves Charlie with the check after dinner, Charlie tries to beat him at his own game. Meanwhile, while the men are out, Jake gets to see what it's like to be home alone.

Charlie must choose between his girlfriend Lydia (recurring guest star KATHERINE LaNASA) and Berta as they fight for his allegiance, each thinking the other has crossed the line. Meanwhile, Alan wants to sell an overpriced condominium that he and Kandi bought when they were married, but Kandi uses her assets to distract him.

When Berta discovers that Alan has been secretly dating her daughter, Naomi (recurring guest star SARA RUE), Alan expects trouble. But Berta's reaction is surprising--and much worse--than Alan could have imagined.

Jake tells Charlie and Alan that he often overhears Judith and her fiancé, Herb (recurring guest star RYAN STILES), having sex, and he formulates a theory as to why his mom constantly gives Herb directions in bed. Meanwhile, Rose (recurring guest star MELANIE LYNSKEY) helps Charlie work through a disturbing repressed memory, triggered by Jake's revelation.

After getting to know Danielle (BROOKE SHIELDS - "Nip/Tuck," "Suddenly Susan"), the guys' hot new neighbor, Charlie discovers that she shares some common interests with Alan and proceeds--with ulterior motives--to set them up. But when things begin to heat up between Alan and Danielle, Charlie becomes jealous and attempts to sabotage the relationship.

When Rose announces that she is moving to London permanently, Charlie doesn't listen at first. But he eventually realizes that he must face his true feelings for her. Meanwhile, Alan tries online dating--with unforeseen results. After exaggerating while writing his profile on an internet dating service, Alan attracts a fellow profile embellisher, Beverly (ALLISON JANNEY - "The West Wing").

A sexy young girl whom Charlie has been dating cajoles him into going to a hot new club and bringing Alan along to meet her friend. But when they arrive, Charlie and Alan are mortified to learn that the partygoers consider them old. MORGAN FAIRCHILD ("Falcon Crest") guest stars as Donna, a more mature woman who helps rebuild Charlie's ego.

After Alan and Charlie tell Evelyn that none of her acquaintances will mourn her when she dies, she bitterly ignores them for a few weeks. The guys then discover that, instead of trying to be more pleasant to the people she knows, Evelyn has brought together a whole new group of "friends," including two men and a cute boy who seem suspiciously like adoring versions of Charlie, Alan and Jake. Meanwhile, Jake develops an interesting new way of speaking.

When Jake starts covering his walls with posters of sexy women, Alan realizes that his son is almost grown up. He makes a last-minute attempt at father-son bonding, wanting to make the most of what little childhood Jake has left. Meanwhile, Kandi embarks on a new career as an actress.

When Greg (MATT ROTH), a single father from Alan's support group who has been spending a lot of time with Alan, reveals that he is gay, Charlie suspects that Greg is attracted to Alan. Alan initially refuses to believe that his friendship with Greg is anything romantic, but he soon questions his own sexuality--as does Charlie. Meanwhile, Jake is too clueless to realize that Greg's young daughter is flirting with him.

Jake experiences a windfall when Charlie takes him to the racetrack. Meanwhile, Alan is stuck in a hellish Department of Motor Vehicles office. Series star JON CRYER made his directorial debut with the episode. JOEL MURRAY ("Dharma & Greg") guest stars as Petey.

Charlie loses a woman he is dating to a young, handsome handyman, Fernando (Grammy Award-winning recording artist ENRIQUE IGLESIAS), who is working on Charlie's house. Meanwhile, to Alan's consternation--and no one's surprise--Jake finds out that he must attend summer school because of his poor grades.

After Alan falls off the roof trying to fix the satellite dish, Charlie volunteers to take care of Jake for the weekend. While Charlie initially looks forward to watching his nephew, he quickly realizes that Jake's idea of fun--going out for fast food and renting video games--doesn't quite coincide with his own. Alan finally convinces Charlie that the situation will be more peaceful if Charlie simply agrees to Jake's demands. A power struggle ensues, with Jake initially winning--until he sabotages a potential date for Charlie. Meanwhile, Evelyn insists on arranging a blind date for Alan.

When Jake's school principal demands to meet immediately with Alan concerning a picture Jake drew of a large-breasted schoolmate, Alan leaves a phone message asking Charlie to help, but Charlie doesn't respond. After Alan accuses him of "not being there for him," Charlie agrees to answer phones at Alan's chiropractic office, where Charlie proceeds to hire a "masseuse" to help out with the practice. Meanwhile, before the principal determines Jake's fate, she makes Alan meet the classmate's mother--whom Alan tries hard not to offend.

Charlie is dismayed to learn that Alan's recent dating spree has been with Alan's ex-wife, Judith. Charlie fears he will rarely get to see Jake if Alan and Judith reconcile. So Charlie does everything in his power--including trying to distract Alan with beautiful women (Former Playboy Playmates SANDY and MANDY BENTLEY)--to keep the two apart. As it turns out, Charlie underestimates his brother's ability to screw things up on his own.

Alan infuriates Charlie when he gives Berta permission to move into the beach house for a couple of days. Charlie reprimands Alan and informs him that he's just a houseguest and doesn't have the right to allow Berta to stay with them. Hurt by Charlie's reaction, Alan decides that he and Jake need to move into their own place. But after he returns from apartment hunting with their mother, Alan begs Charlie to let him and Jake remain. Neither man realizes that Berta goaded the brothers into the argument so she could permanently move in with Charlie.

After a woman Charlie has been having sex with professes her love for him, he responds inappropriately and suffers from impotence. Later, Rose explains that Charlie's inability to have a long-lasting relationship is due to unresolved issues with his mother. Meanwhile, much to Alan's chagrin, Jake approaches Charlie for relationship advice regarding a girl at school who likes him.

Charlie finds himself in a compromising position after getting drunk and spending the evening with his stalker, Rose, celebrating her birthday. He ends up being confronted by her father, Harvey (Golden Globe and Emmy Award winner MARTIN SHEEN - "The West Wing"), who demands to know Charlie's intentions towards Rose.

After Charlie's romantic overtures towards Mia (recurring guest star EMMANUEL VAUGIER - "Smallville," "One Tree Hill," "Saw II"), an attractive ballet teacher, are rejected, Charlie tries to prove to Alan that he can persuade Mia to go on a date with him. Charlie cons Jake into taking her ballet class so Charlie can get close to her, but his plan is derailed when Jake becomes infatuated with her.

Alan organizes a family dinner to celebrate the publication of a newspaper article that describes him as a "good doctor, good neighbor and a good guy," but he's crushed when his mother, Evelyn, isn't impressed. After getting drunk, Alan experiences a life-changing epiphany and vows to a skeptical Charlie that he is no longer going to grovel for validation from his mother and the other women in his life.

When Alan dates a cooking instructor, Sandy (JOSIE DAVIS - "Beverly Hills 90210"), both he and Charlie gain weight. But even as it becomes clear that Sandy is mentally unstable, Charlie refuses to allow Alan to break up with her, fearing the loss of her fabulous meals. Meanwhile, as usual, the brothers agonize over whether or not to visit their mother for Christmas.

Charlie and Alan take Jake to a friend's house and go out for some sibling bonding at the movies, but their night is ruined when Alan freaks out after convincing himself that Jake was too eager to spend the weekend away from him. Recognizing that desperate times call for desperate measures, Charlie begins seeing a psychiatrist, Dr. Linda Freeman (JANE LYNCH -- "The 40-Year-Old Virgin"), ostensibly to learn how to cope with his brother's ever-increasing emotional instability.

No one believes Charlie when he says that his relationship with Mia (recurring guest star EMMANUELLE VAUGIER) is getting serious, and everyone really thinks he's lying when he confesses that he and Mia have been dating for more than a month and haven't consummated the relationship. After a continuing series of chaste dates--walking on the beach, visiting an art gallery, going bowling--that end with Charlie frustrated at Mia's doorstep, he makes a proposal that threatens their burgeoning romance.

After a month and a half of abstinence, Charlie is quite eager to consummate his relationship with Mia (recurring guest star EMMANUELLE VAUGIER). Unfortunately, there are still a few roadblocks, including Charlie's oversexed ex-girlfriend, Kandi (recurring guest star APRIL BOWLBY), and Mia's parents. When the big day finally comes, Charlie worries that he may not be at the top of his game. Meanwhile, Alan discovers the joys of dating Kandi, although intellectually she may have more in common with Jake.

Charlie's lifestyle causes tension with Mia (recurring guest star EMMANUELLE VAUGIER). Charlie can't keep pace with the healthy routine that Mia has introduced into their relationship, so he sneaks cigars and beers in the garage and enlists Rose to deliver burgers to him on the sly. When Mia catches him lying, Charlie has to figure out if he is truly in love with her.

Concerned that he is dating a woman half his age--and mortified to introduce her to Evelyn--Alan tries to avoid bringing his sexy 22-year-old girlfriend, Kandi (recurring guest star APRIL BOWLBY), to Jake's birthday party. Meanwhile, Rose continues her passive-aggressive pursuit of Charlie.

When he is nominated for an advertising award, Charlie boycotts the banquet, having lost several years in a row to his cocky competitor, Archie (JON LOVITZ - "Saturday Night Live," "Happiness"). After devising a ploy to get him to attend, Alan, Evelyn and Jake accompany Charlie for support--but then they get to know Archie. Meanwhile, Rose talks Charlie into giving relationship advice to her new beau.

Alan gets into financial trouble because he keeps paying the expenses of his young girlfriend, Kandi (recurring guest star APRIL BOWLBY). When Kandi's old car breaks down, Alan leases a new one for her. Charlie warns him to break up with her, but Alan spends his last dime on Kandi's root canal and can't pay alimony to Judith, forcing Charlie to cover for him.

Kandi (recurring guest star APRIL BOWLBY) moves in with Alan and Charlie, causing tension in the house. Charlie's not happy to learn of the new arrangement, considering he himself has been having a dry spell with women. Things begin to look up for Charlie, however, when Judith befriends Kandi, and a special visitor comes knocking on his door. Recurring guest star Gail O'Grady (""Hot Properties,"" ""American Dreams,"" ""NYPD Blue"") appears as Kandi's mother, Mandi.

Jake's teacher, Francine (JULIA CAMPBELL), calls Alan and Judith into her classroom to discuss Jake's lack of interest in school. Desperate to communicate with someone intelligent while continuing to see his airhead girlfriend, Kandi (recurring guest star APRIL BOWLBY), Alan falls for Francine--in a platonic way. Meanwhile, after Alan and Judith force Jake to try out for the school musical, Charlie helps him prepare.

When a cute girl from Jake's school invites Jake to a party, Charlie butts in on Alan's milestone moment with his son by offering his own words of wisdom on women. While Alan feels somewhat jealous that Charlie is taking over, he realizes he also feels envious that his son is receiving some solid advice on scoring with women that he wishes his brother had taught him.

When Charlie finds out that his ex-girlfriend, Mia (recurring guest star EMMANUELLE VAUGIER), is in town with her dance troupe and wants him to come to her performance, he opts not to go and tries to behave as if he were no longer attracted to her. After surprising Alan--and himself--by showing up at the dance performance, Charlie gets another surprise when Mia explains that she wants something personal from him: his sperm. Shockingly, commitment-phobic Charlie responds by asking Mia for something as well.

With Charlie and Mia (recurring guest star EMMANUELLE VAUGIER) arranging their wedding, their families meet, and things immediately begin to fall apart. Rose takes Charlie's engagement news hard and makes some interesting plans of her own. There is also the question of where Alan and Jake will live after Charlie and Mia get married. Ultimately, Charlie and his bride-to-be end up deciding on a small ceremony in Vegas--but the surprises don't end there.

Charlie Harper (series star CHARLIE SHEEN) is a well-to-do bachelor with a house at the beach, a Jaguar in the garage and an easy way with women. His casual Malibu lifestyle was interrupted when his tightly wound brother, Alan (series star JON CRYER), and Alan's young son, Jake (series star ANGUS T. JONES), came to stay with him. Complicating matters further are Charlie and Alan's narcissistic, emotionally toxic mother, Evelyn (series star HOLLAND TAYLOR--not appearing in this episode); Alan's deeply neurotic ex-wife, Judith (series star MARIN HINKLE); Charlie's domineering, unapologetically blue-collar housekeeper, Berta (series star CONCHATA FERRELL--not appearing in this episode); and Rose (series star MELANIE LYNSKEY), a brilliantly manipulative and vaguely crazy neighbor who had a brief fling with Charlie, remains obsessed with him and is determined to stay in his life by whatever means necessary.

At Charlie's urging, Alan decides to put his past behind him and returns a ceramic giraffe he vindictively took from Judith during the divorce. However, Judith does not remember the keepsake, and more importantly she has an attentive new boyfriend, Dr. Melnick (RYAN STILES - "The Drew Carey Show," "Whose Line Is It Anyway?"), who is Jake's pediatrician. Alan becomes even more depressed until Charlie reminds him that if Judith remarries, Alan won't have to pay alimony anymore. So, Alan awkwardly tries to encourage the relationship. Meanwhile, Evelyn questions an extremely uncomfortable Charlie as to why he hates her. Soon, Rose and Berta join the interrogation.

Jake thinks he's dreaming late one night when he sees the teacher who tried to get him suspended, Miss Pasternak (MISSI PYLE - "Bringing Down the House"), practically naked in Charlie's kitchen. When Jake refuses to go to school the next day, Charlie agrees to end the relationship with Miss Pasternak. Unfortunately, she gets upset, and Charlie and Jake both suffer.

Jake adores Judith's rich, new boyfriend because the man has a boat and a pool, and he promises to teach Jake how to snorkel and scuba dive. Feeling inadequate, Alan teaches his 11-year-old son how to drive a car. But when Judith's boyfriend ends the relationship, Jake becomes furious at his mother. Now it's Judith's turn to feel inadequate, and Alan does something he may regret.

When Evelyn tells Jake that Alan shoplifted a toy as a child, Alan denies the charge, as he has ever since the incident took place. He finally admits to Charlie his theory that maybe there is a "Bad Alan"--an evil side of him that stole the toy--which the good side of him works daily to suppress. Charlie feels guilty and admits to planting the toy on him, destroying the brothers' relationship--until Evelyn offers to get involved.

In order to serve as a good example to Jake, who has been disrespectful lately to his mother, Charlie and Alan begrudgingly agree to give their own mother a party to celebrate her real estate achievements. Berta suggests they hire her sister, Daisy (CAMRYN MANHEIM - "The Practice"), who owns a catering company. But having recently split from her husband, an emotionally unhinged Daisy throws a party that is unforgettable for all the wrong reasons.

Alan's expectations for a first date with Nancy (KELLEY WEST), a woman he met while shopping for groceries, are far exceeded when she introduces him to a world of sex he never knew existed. Charlie is happy that his brother is getting to experience the kind of sex life he's always enjoyed, but he's not thrilled to take responsibility for Jake while Alan has his every fantasy fulfilled. When Alan starts thinking he loves this woman, Charlie realizes he must take action.

Charlie encounters Lisa (recurring guest star DENISE RICHARDS, series star CHARLIE SHEEN's real-life wife), the woman he thought was "the one" until she informed him of her engagement another man. He's thrilled to learn that her marriage did not work out, even though there's now a new wrinkle in their potential relationship--a baby (played by Sheen and Richards' daughter, SAM, in her first screen appearance).

Charlie writes the theme song for a new cartoon based on one of Jake's favorite comics, but Jake hates the song. Realizing that Jake knows the comic better than he does, Charlie enlists his nephew's help. Meanwhile, Rose invites Alan to a movie and surprises him with her intellect.

Charlie is surprised when a woman, Gail (JODI LYN O'KEEFE - "Nash Bridges"), with whom he flirts in a bar, rejects his overtures and tells him that women around town have been comparing notes on his philandering. Later, Jake mentions that he did an Internet search on Charlie's name and found something interesting. When Charlie logs on, he finds out that he's the subject of a very uncomplimentary new website called www.charlieharpersucks.com.

Jamie (PAGET BREWSTER - "Huff," "Friends"), Alan's close high school friend, visits Alan at the house. Charlie used to make fun of Jamie when they were teenagers, but when the two brothers see how attractive she is now, they both vie for her affections. However, Jamie has a plan of her own.

When an earthquake causes plumbing damage in Judith's home, Alan allows her to move into the beach house temporarily--much to Charlie's displeasure. After a few days, Charlie and Jake can no longer bear Judith's presence, and though he pretends otherwise, Alan is jealous when Judith goes on a date with another man. He gets so upset that he goes to stay at Judith's house until Charlie arranges a date for Alan with a very beautiful and very young woman. Seeing Alan with this sexy girl, Judith quickly packs her belongings and returns to her own home. But unfortunately for Charlie, he's going to have to keep paying the young lady big money because Alan really likes her.

After Evelyn undermines Jake's confidence by belittling his hard-earned high grade on a test, Alan decides to cut her out of their lives. When Charlie and Alan receive news that Evelyn is in the hospital, they realize it's a ploy for her to get back into their lives. They decide to play along, pretending to schedule her for heart surgery, but they don't realize that Evelyn is still one step ahead of them.

On a boring, rainy weekend, Charlie convinces Alan to ride with Jake and him to Las Vegas. Apprehensive about his upcoming colonoscopy, Alan agrees that the diversion will be good for him. After Alan packs numerous suitcases, and the guys are ready to leave, Jake becomes physically ill. Judith visits the house and then forbids Alan to take Jake anywhere without her permission. Alan and Charlie want to defy Judith, but when Jake becomes ill again, the two brothers realize they must be responsible adults and stay home.

Judith takes a vacation and leaves Jake with Alan. But then Alan finds out he's being audited by the Internal Revenue Service. Burdened with this last-minute misfortune, he's forced to leave Jake in Charlie's irresponsible hands and hopes that his brother can get Jake to school.

While in a precarious position with a woman, Charlie injures his back and won't let Alan--a chiropractor--help him. After Alan drives Charlie to the doctor's office, Charlie is surprised to learn that his physician died four years ago, and a beautiful female, Dr. Michelle Talmadge (ALICIA COPPOLA - "Bull"), has replaced him. Meanwhile, Berta teaches Jake a lesson.

Charlie masquerades as a homosexual so that Eric (DAVID STARZYK), the gay owner of an advertising agency, will continue to give Charlie more jingles to write. Charlie convinces Alan to pretend to be his gay partner and attend a party hosted by Eric. At the party, Charlie is immediately attracted to Pamela (LUCY LAWLESS - "Xena: Warrior Princess")--who is convinced Charlie is gay even after he confesses the truth. But the pressure of trying to prove his heterosexuality to Pamela proves too much for Charlie to overcome.

While at a coffee shop, Alan and Charlie encounter Sherri (recurring guest star JERI RYAN - "Boston Public"), a woman who once dated Charlie just so she could have sex with him. Alan is enchanted with her beauty, so Charlie encourages Alan to ignore his memories of teenage rejection and ask her on a date. Alan's befuddled approach is surprisingly successful because Sherri no longer wants shallow, purely sexual relationships and is hoping to experience a deeper, more caring connection. Unfortunately, during his date with Sherri, Alan can't seem to get thoughts of Charlie with Sherri off his mind.

Evelyn harasses Charlie for not calling her, and Judith bills Alan for an expensive pair of tennis shoes she bought Jake. Unable to express the anger they have towards the women in their lives, Charlie and Alan lash out at each other. Rose--with her questionable background in behavioral psychology--tries to help the two brothers sort out their feelings.

While scanning the obituaries for potential property listings, Evelyn discovers that her second husband, Harry, has died. Although pleased that Alan agrees to attend the funeral with her, she's furious to hear that he had stayed in contact with Harry over the years. Evelyn then reveals to her sons that she didn't actually leave Harry, but that he left her--for a younger woman. Charlie and Jake also attend the funeral. And Evelyn learns a surprising new detail about her ex-husband.

After Evelyn gives Alan a loan so he can purchase a new Porsche, Charlie informs his brother that Alan has sold his soul to the devil. Evelyn proves Charlie is right when she coerces Alan to go on a double date with Trudy (CHLOE WEBB - "China Beach," "Sid and Nancy")--whose father Evelyn wants as a boyfriend. But Evelyn and Trudy's dad never show up at the restaurant, leaving Alan alone with Trudy. And Alan learns things about his date that he'd rather not know.

When Evelyn learns that Jake spent his entire spring vacation with his other grandparents, she pressures Alan into letting Jake stay with her for a night. Concerned that Evelyn will destroy Jake's life the way she destroyed theirs, Alan and Charlie grudgingly take a resentful Jake to Evelyn's home and quickly flee to Charlie's favorite bar. There, amid a bevy of sexy female volleyball players, Alan easily forgets about his son's miserable circumstance.

Charlie has sex with a gorgeous young woman, Natalie (KAREN TRELLA), without realizing she's married to an elderly man, Norman (ORSON BEAN - "Dr. Quinn, Medicine Woman"). At school, Jake is required to give a report to his fifth-grade class about his weekend. He recalls that he was eating breakfast when an old man came to the house looking for his wife. From there, Jake's perspective of the weekend's events departs from what really happened at the Harper home.

Commercial jingle writer Charlie Harper (series star CHARLIE SHEEN) is a wealthy bachelor with a house at the beach, a Jaguar in the garage and an easy way with women. But his Malibu lifestyle is interrupted when his uptight chiropractor brother, Alan (series star JON CRYER), arrives unexpectedly with Alan's 10-year-old son, Jake (series star ANGUS T. JONES). Alan's wife, Judith (series star MARIN HINKLE), suspecting that she may be gay, wants a divorce.Charlie reluctantly allows Alan and Jake to live with him temporarily, but as it becomes increasingly obvious that Judith is never going to relent, Charlie and Alan's self-obsessed, controlling unmarried mother, Evelyn (series star HOLLAND TAYLOR), offers to let father and son live with her. However, by that time, Charlie has formed a close bond with the clever Jake, even learning a few things about poker from the boy. Charlie also finds out that pretending to be a single dad with a cute kid can be a great lure for women.

Unsure how to properly discipline Jake, Charlie ignores him after the child "forgets" to stop feeding the seagulls and leaves the door open. As a result, the gaggle of birds enters the house. Meanwhile, Alan gets a surprise from Judith when he goes home to fix her sprinklers.

When Alan's attempt to provide Jake with a fun-filled father/son weekend backfires, Charlie tries to console his brother by taking him to a local bar and getting Alan totally inebriated. As Alan and Charlie travel home, their meddling Cab Driver (DARRYL SIVAD), hearing the brothers' woes about their narcissistic, controlling mother, offers them some unsolicited therapy.

Charlie's longtime cleaning lady, Berta (recurring guest star CONCHATA FERRELL), quits her job, and Charlie quickly realizes he can't function without her. When Alan tries to take Berta's place but doesn't succeed, Charlie sends him to lure her back. Meanwhile, Alan places Charlie in charge of getting Jake ready for Judith, who is coming to take her son out for a nice dinner with her parents. Rock star STEVEN TYLER of the band Aerosmith does a voice-over as himself.

After a drunken night in Las Vegas, Charlie reluctantly attends one of Jake's soccer games. But Alan and Charlie soon discover the advantages of going to these matches. The players' mothers are quite attractive, and Charlie makes a date with a particularly sexy soccer mom. Meanwhile, when two single mothers discover that Alan is newly available, they "hit" on him--literally.

Charlie rethinks the way he treats women when he, Alan and Jake are forced to cheer up a pitiful Evelyn after her serious new boyfriend terminates their relationship. Meanwhile, Charlie teaches Jake some valuable lessons about screening calls from women, but the lesson backfires when Jake reveals a little too much about what he's learned to a disapproving Alan.

Charlie's beautiful friend Cindy (KRISTIN DATTILO) frequently showers at Charlie's house after surfing. When Jake sees a butterfly tattoo on Cindy's partially nude behind and later draws a picture of it in his classroom, Judith gets angry and goes to talk with Alan and Charlie about letting her son see half naked women. To Alan's surprise, Judith and Cindy become friends. When Cindy teaches Judith how to surf, Alan wrongly suspects that the two women are sexually involved and confronts his estranged wife, who does not appreciate his assumptions. Meanwhile, Alan and Judith are both upset when Charlie teaches Jake about distinguishing women's fake implants from real breasts.

When Alan and Judith argue during a rehearsal of a play that Jake and his classmates are rehearsing, Charlie is forced to handle a roomful of fourth graders alone. The kids think Charlie is a loser until they realize he wrote the "Maple Loops" cereal jingle. When Charlie discovers the children know every jingle he's ever written, he decides to use his commercial expertise to craft the play--with some interesting results.

Charlie likes his sweet new girlfriend, Wendy (MYNDY CRIST), but he becomes concerned when Jake forms a strong friendship with her. When Wendy charms Evelyn as well, Charlie worries that Wendy is expecting more from the relationship than he is and ends it. But when Jake gets mad at him, Charlie learns an important lesson. Meanwhile, Alan takes playing his board game very seriously when competing against Rose.

When Charlie finds out that his favorite former girlfriend, Lisa (DENISE RICHARDS - "Scary Movie 3," "Undercover Brother"), is getting married, he desperately tries to prove to her that he has become a better family man than her fiancé, despite his inability to commit to her. He persuades Judith to bring her parents and Jake to his house for a big family Thanksgiving dinner, along with Alan, Evelyn, Rose and Charlie's irritable housekeeper, Berta (recurring guest star CONCHATA FERRELL). But with that bunch, Charlie can only carry on the charade for so long.

Charlie and Jake convince Alan to get a makeover when it appears Judith is moving forward since the breakup, sporting a new hairdo and new date. Alan realizes he may truly be in need of a change when his own son tells him he doesn't look cool. But when Charlie takes Alan shopping, the brothers clash over what image is right for him. Meanwhile, highfalutin Evelyn remains at Charlie's house to bond with her grandson, Jake.

When Charlie's cleaning woman, Berta (recurring guest star CONCHATA FERRELL), brings her sexy and rebellious 16-year-old daughter, Prudence (MEGAN FOX), to Charlie's house, Jake develops a childish infatuation with her--and Charlie and Alan try to restrain their interest in the flirtatious minor as well. Meanwhile, Rose's dream comes true when Charlie pretends that Rose is his girlfriend in order to fend off Prudence. And Judith fears that the guys' lifestyle is unacceptable for Jake.

Alan worries that Charlie will become infected with Jake's contagious cold; however, Alan gets sick instead. Jake heals, and Charlie is fine. Desperate to get a date with a sexy woman, Charlie volunteers a very reluctant Alan to escort the woman's sister, turning the date into a foursome. Charlie tries to speed Alan's recuperation, but when Charlie gets ill and Alan discovers how attractive the sister is, their roles reverse. Meanwhile, Alan objects when Charlie takes advantage of having the same tastes in humor as his 10-year-old nephew.

When Charlie learns that his credit rating is ruined, and his debts are all overdue, he discovers that his accountant, Stan (RICHARD LEWIS), is completely inept. At Alan's urging, Charlie tries to reduce his spending habits, but he has a difficult time giving up his luxuries. After the thought of borrowing from Evelyn becomes too much to bear, Charlie accepts help from an unlikely source. Meanwhile, Charlie teaches Jake the finer points of sports gambling--to Alan's consternation.